Come enjoy the water with Captain Chester Ruder on a 38 foot Catamaran or our 43 foot yacht. We offer sailing trips, snorkeling and kayaking, dinghy drinking tours of waterfront bars (you can call it an "eco-tour" if you prefer), overnight stays through Airbnb, overnight excursions and lobstering in season.
We are located 5 miles from the famous Duval Street in Key West. Our boats are docked immediately behind the Hogfish Bar and Grill on Stock Island, one bridge away from downtown Key West. We have Free Parking.
Stray Cat Sailing Adventures has been in business for more than 10 years. Captain Ruder is licensed through the US Coast Guard and holds a 100 ton Masters license with all Sailing Endorsements. Captain Ruder has more than 400 great reviews on Airbnb.